Culebra — flights from Milwaukee to Culebra

Flight Deals from Milwaukee to Culebra from $272

Name: El Navegante de Culebra
Rating: 8.3

Round-tripOne-way

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Good to Know

Essential information to help you plan your flight from Milwaukee to Culebra.

Cheapest Flight Round-trip

$730

Cheapest price found on Priceline for this route in the last 16 days. Found 8 days ago.

$176 below the typical $906 round-trip on this route.

Outbound · Nov 10

12:03 pmMKEGeneral Mitchell International Airport

8:05 amCPXBenjamin Rivera Noriega Airport

18h 2m · 2 stops via Chicago (ORD), San Juan (SJU)

Return · Nov 17

1:05 pmCPXBenjamin Rivera Noriega Airport

10:15 pmMKEGeneral Mitchell International Airport

11h 10m · 2 stops via San Juan (SJU), Chicago (ORD)

Cheapest Flight One-way

$272

Lowest one-way price found on Priceline for this route in the last 16 days. Found 12 days ago.

The typical one-way fare on this route is $539.

Outbound · Oct 29

6:27 pmMKEGeneral Mitchell International Airport

12:46 pmCPXBenjamin Rivera Noriega Airport

17h 19m · 2 stops via Charlotte (CLT), San Juan (SJU)

Good deal price

$811

A round-trip at or under $811 is a good deal on this route right now.

75% of the fares we found on this route cost more; only a quarter cost less.

Best time to fly

Midday

Midday departures average $872 on this route, the lowest of any time of day.

$74 less than the average departure, which is $946.

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United Airlinesfound Oct 12

11/10/26

12:03 pm

MKE

18h 2mORDSJU

11/11/26

8:05 am

CPX

11/17/26

1:05 pm

CPX

11h 10mSJUORD

11/17/26

10:15 pm

MKE

^$730

American Airlinesfound Oct 10

11/02/26

12:35 pm

MKE

17h 30mPHLSJU

11/03/26

8:05 am

CPX

11/09/26

4:33 pm

CPX

21h 15mSJUCLT

11/10/26

11:48 am

MKE

^$751

United Airlinesfound Oct 12

11/10/26

10:48 am

MKE

19h 17mORDSJU

11/11/26

8:05 am

CPX

11/17/26

1:05 pm

CPX

11h 10mSJUORD

11/17/26

10:15 pm

MKE

^$730

American Airlinesfound Oct 10

11/02/26

12:35 pm

MKE

19h 35mPHLSJU

11/03/26

10:10 am

CPX

11/09/26

4:33 pm

CPX

21h 15mSJUCLT

11/10/26

11:48 am

MKE

^$751

BUNDLE + SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler

United Airlinesfound Oct 12

11/10/26

12:03 pm

MKE

20h 7mORDSJU

11/11/26

10:10 am

CPX

11/17/26

1:05 pm

CPX

11h 10mSJUORD

11/17/26

10:15 pm

MKE

^$730

American Airlinesfound Oct 12

11/10/26

12:35 pm

MKE

17h 30mPHLSJU

11/11/26

8:05 am

CPX

11/17/26

10:30 am

CPX

11h 45mSJUPHL

11/17/26

8:15 pm

MKE

^$751

United Airlinesfound Oct 12

11/10/26

12:03 pm

MKE

18h 2mORDSJU

11/11/26

8:05 am

CPX

11/17/26

10:30 am

CPX

13h 45mSJUORD

11/17/26

10:15 pm

MKE

^$730

American Airlinesfound Oct 12

11/10/26

12:28 pm

MKE

17h 37mCLTSJU

11/11/26

8:05 am

CPX

11/17/26

10:30 am

CPX

11h 45mSJUPHL

11/17/26

8:15 pm

MKE

^$751

United Airlinesfound Oct 12

11/10/26

10:48 am

MKE

21h 22mORDSJU

11/11/26

10:10 am

CPX

11/17/26

1:05 pm

CPX

11h 10mSJUORD

11/17/26

10:15 pm

MKE

^$730

American Airlinesfound Oct 12

11/10/26

12:15 pm

MKE

17h 50mDFWSJU

11/11/26

8:05 am

CPX

11/17/26

10:30 am

CPX

11h 45mSJUPHL

11/17/26

8:15 pm

MKE

^$751

Top Deals on flights from Milwaukee to Culebra

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

6:27 pm

MKE

17h 19m2 stops · CLT, SJU

Oct 30

12:46 pm

CPX

Search More

as low as

^$272

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

12:49 pm

MKE

18h 45m2 stops · PHL, SJU

Oct 30

8:34 am

CPX

Search More

as low as

^$272

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

6:27 pm

MKE

19h 12m2 stops · CLT, SJU

Oct 30

2:39 pm

CPX

Search More

as low as

^$272

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

12:49 pm

MKE

22h 57m2 stops · PHL, SJU

Oct 30

12:46 pm

CPX

Search More

as low as

^$278

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

12:49 pm

MKE

24h 50m2 stops · PHL, SJU

Oct 30

2:39 pm

CPX

Search More

as low as

^$278

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

12:49 pm

MKE

20h 33m2 stops · PHL, SJU

Oct 30

10:22 am

CPX

Search More

as low as

^$292

Milwaukee, US (MKE) - Culebra, PR (CPX)

United Airlines

Oct 29

6:47 am

MKE

9h 34m2 stops · ORD, SJU

Oct 29

5:21 pm

CPX

Search More

as low as

^$407

Milwaukee, US (MKE) - Culebra, PR (CPX)

United Airlines

Oct 29

10:48 am

MKE

20h 46m2 stops · ORD, SJU

Oct 30

8:34 am

CPX

Search More

as low as

^$407

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

7:00 am

MKE

9h 21m2 stops · CLT, SJU

Oct 29

5:21 pm

CPX

Search More

as low as

^$424

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

5:00 am

MKE

11h 21m2 stops · ORD, SJU

Oct 29

5:21 pm

CPX

Search More

as low as

^$424

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

12:21 pm

MKE

19h 13m2 stops · DFW, SJU

Oct 30

8:34 am

CPX

Search More

as low as

^$424

Milwaukee, US (MKE) - Culebra, PR (CPX)

American Airlines

Oct 29

12:21 pm

MKE

23h 25m2 stops · DFW, SJU

Oct 30

12:46 pm

CPX

Search More

as low as

^$430

See all 12 dealsShow fewer deals

Best Culebra Hotel + Flight Packages

Milwaukee - Culebra packages

Round-trip flight from Milwaukee

MKE to CPX

Mamacitas Guest House

Culebra, Calle Castelar #64

7.6277 Reviews2.5-Star Hotel

^$1,135/person

$2,269 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

Casa Robinson Guest House

Culebra, H-10 Bo. La Romana Po Box 244

8.386 Reviews3-Star Hotel

^$963/person

$1,926 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

Kokomo Culebra

Culebra, 6 Calle Pedro Marquez

7.480 Reviews0-Star Hotel

^$982/person

$1,964 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

El Navegante de Culebra

Culebra, Pedro Marquez Street 254

8.3209 Reviews3-Star Hotel

^$1,177/person

$2,354 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

Always Summer Inn Bay Front

Culebra, Calle 5 La Romana

8.510 Reviews0-Star Hotel

^$950/person

$1,900 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

SPECTACULAR Bay View Marea 1-1

Culebra, Playa Sardinas

8.56 Reviews0-Star Hotel

^$1,295/person

$2,589 total

Incl. Flight + Hotel

Casa Mar Azul cerca de la playa de Flamenco

Round-trip flight from Milwaukee

MKE to CPX

Casa Mar Azul cerca de la playa de Flamenco

Culebra, Bo Flamenco Sector San Isidro Carr 250 Km 2.5

9.220 Reviews0-Star Hotel

^$2,005/person

$4,009 total

Incl. Flight + Hotel

Round-trip flight from Milwaukee

MKE to CPX

Always Summer Inn

Culebra, 127 Luis M. Marin, Barriada Clark

975 Reviews0-Star Hotel

^$1,056/person

$2,112 total

Incl. Flight + Hotel

Best Culebra Hotel + Flight + Car Packages

Milwaukee - Culebra packages

Round-trip flight from Milwaukee

MKE to CPX

El Navegante de Culebra

Culebra, Pedro Marquez Street 254

8.3209 Reviews3-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,313/person

$2,653 $2,625 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

Always Summer Inn Bay Front

Culebra, Calle 5 La Romana

8.510 Reviews0-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,085/person

$2,200 $2,170 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

SPECTACULAR Bay View Marea 1-1

Culebra, Playa Sardinas

8.56 Reviews0-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,430/person

$2,889 $2,859 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

Casa Mar Azul cerca de la playa de Flamenco

Culebra, Bo Flamenco Sector San Isidro Carr 250 Km 2.5

9.220 Reviews0-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$2,140/person

$4,309 $4,279 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

Always Summer Inn

Culebra, 127 Luis M. Marin, Barriada Clark

975 Reviews0-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,191/person

$2,412 $2,382 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

Mamacitas Guest House

Culebra, Calle Castelar #64

7.6277 Reviews2.5-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,270/person

$2,569 $2,539 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

Casa Robinson Guest House

Culebra, H-10 Bo. La Romana Po Box 244

8.386 Reviews3-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,098/person

$2,226 $2,196 total

Incl. Flight + Hotel + Car

Round-trip flight from Milwaukee

MKE to CPX

Kokomo Culebra

Culebra, 6 Calle Pedro Marquez

7.480 Reviews0-Star Hotel

Rental car included

Pick-up in CPX

1% Package Savings

^$1,117/person

$2,264 $2,234 total

Incl. Flight + Hotel + Car

When is the best time of day to fly?

Midday (12pm - 2pm) is the cheapest time of day to fly from Milwaukee to Culebra. At $872 it is 8% cheaper than the average time. Evening (5pm - 9pm) is the most expensive time, 7% above average.

Show the data

When is the best time of day to fly?
Time of day	Average fare
Morning	$952
Midday	$872
Evening	$1,014

What do round-trip flights from Milwaukee to Culebra cost?

Share of fares in each price range.

Show the data

What do round-trip flights from Milwaukee to Culebra cost?
Price range	Share of fares
$700 to $800	25%
$800 to $900	24%
$900 to $1,000	26%
$1,000 to $1,100	20%
$1,100 and up	6%

Flight Deals from Milwaukee to Culebra from $272

Good to Know

Top Deals on flights from Milwaukee to Culebra

Best Culebra Hotel + Flight Packages

Best Culebra Hotel + Flight + Car Packages

When is the best time of day to fly?

What do round-trip flights from Milwaukee to Culebra cost?

Flights to Culebra